Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.

A family of 9-amino(9-deoxy) epicinchonine derivatives, possessing a range of mono- and bidentate hydrogen bond donor groups at the 9-position, were synthesised and evaluated for asymmetric organocatalytic activity in the dimethyl malonate Michael addition to beta-nitrostyrene; thiourea derivative w...

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Main Authors: Ye, J, Dixon, D, Hynes, P
Format: Journal article
Language:English
Published: 2005
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author Ye, J
Dixon, D
Hynes, P
author_facet Ye, J
Dixon, D
Hynes, P
author_sort Ye, J
collection OXFORD
description A family of 9-amino(9-deoxy) epicinchonine derivatives, possessing a range of mono- and bidentate hydrogen bond donor groups at the 9-position, were synthesised and evaluated for asymmetric organocatalytic activity in the dimethyl malonate Michael addition to beta-nitrostyrene; thiourea derivative was identified as the most effective bifunctional organic catalyst and found to induce high enantioselectivity in the malonate ester Michael addition reaction to a range of nitro olefins.
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spelling oxford-uuid:c20493d8-b06c-4cd7-a0a7-73edea5525002022-03-27T06:05:55ZEnantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:c20493d8-b06c-4cd7-a0a7-73edea552500EnglishSymplectic Elements at Oxford2005Ye, JDixon, DHynes, PA family of 9-amino(9-deoxy) epicinchonine derivatives, possessing a range of mono- and bidentate hydrogen bond donor groups at the 9-position, were synthesised and evaluated for asymmetric organocatalytic activity in the dimethyl malonate Michael addition to beta-nitrostyrene; thiourea derivative was identified as the most effective bifunctional organic catalyst and found to induce high enantioselectivity in the malonate ester Michael addition reaction to a range of nitro olefins.
spellingShingle Ye, J
Dixon, D
Hynes, P
Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.
title Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.
title_full Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.
title_fullStr Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.
title_full_unstemmed Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.
title_short Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.
title_sort enantioselective organocatalytic michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives
work_keys_str_mv AT yej enantioselectiveorganocatalyticmichaeladditionofmalonateesterstonitroolefinsusingbifunctionalcinchoninederivatives
AT dixond enantioselectiveorganocatalyticmichaeladditionofmalonateesterstonitroolefinsusingbifunctionalcinchoninederivatives
AT hynesp enantioselectiveorganocatalyticmichaeladditionofmalonateesterstonitroolefinsusingbifunctionalcinchoninederivatives